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SML1869

Sigma-Aldrich

Delafloxacin

≥98% (HPLC)

Synonym(s):

1-(6-Amino-3,5-difluoro-2-pyridyl)-8-chloro-6-fluoro-7-(3-hydroxyazetidin-1-yl)-4-oxo-quinoline-3-carboxylic acid, ABT-492, WQ-3034

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About This Item

Empirical Formula (Hill Notation):
C18H12ClF3N4O4
CAS Number:
189279-58-1
Molecular Weight:
440.76
MDL number:
MFCD09955301
UNSPSC Code:
51111800
NACRES:
NA.77

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to beige

solubility

DMSO: 20 mg/mL, clear

storage temp.

2-8°C

SMILES string

ClC1=C(N(C2=NC(N)=C(F)C=C2F)C=C(C(O)=O)C3=O)C3=CC(F)=C1N4CC(O)C4

InChI

1S/C18H12ClF3N4O4/c19-12-13-7(1-9(20)14(12)25-3-6(27)4-25)15(28)8(18(29)30)5-26(13)17-11(22)2-10(21)16(23)24-17/h1-2,5-6,27H,3-4H2,(H2,23,24)(H,29,30)

InChI key

DYDCPNMLZGFQTM-UHFFFAOYSA-N

Biochem/physiol Actions

Delafloxacin is a fluoroquinolone antibiotic active against both Gram-negative and Gram-positive bacteria such as MRSA. Delafloxacin targets both DNA gyrase and topoisomerase IV, inhibiting DNA synthesis. Unlike most fluoroquinolones, delafloxacin is weakly acidic, which increases its potency in an acidic environments such as those existing in inflammatory cells and in skin and soft tissue infections. Delafloxacin shows good activity against most fluoroquinolone-resistant strains.
Delafloxacin is mostly prefered for the treatment of respiratory tract infections.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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In vivo Pharmacodynamic Target Assessment of Delafloxacin against Staphylococcus aureus, Streptococcus pneumoniae, and Klebsiella pneumoniae in the Murine Lung Infection Model.
Lepak A J and Andes D R
Antimicrobial Agents and Chemotherapy, 60(8), 4764?4769-4764?4769 (2016)
Françoise Van Bambeke
Future microbiology, 10(7), 1111-1123 (2015-06-30)
Delafloxacin is a fluoroquinolone lacking a basic substituent in position 7. It shows MICs remarkably low against Gram-positive organisms and anaerobes and similar to those of ciprofloxacin against Gram-negative bacteria. It remains active against most fluoroquinolone-resistant strains, except enterococci. Its
Robert K Flamm et al.
Antimicrobial agents and chemotherapy, 60(10), 6381-6385 (2016-07-28)
Delafloxacin, an investigational anionic fluoroquinolone, is active against a broad range of Gram-positive and Gram-negative bacteria. In this study, 200 Streptococcus pneumoniae (plus 30 levofloxacin-resistant isolates), 200 Haemophilus influenzae, and 100 Moraxella catarrhalis isolates selected primarily from the United States
Bela Kocsis et al.
Annals of clinical microbiology and antimicrobials, 15(1), 34-34 (2016-05-25)
Quinolones are potent antimicrobial agents with a basic chemical structure of bicyclic ring. Fluorine atom at position C-6 and various substitutions on the basic quinolone structure yielded fluoroquinolones, namely norfloxacin, ciprofloxacin, levofloxacin, moxifloxacin and numerous other agents. The target molecules

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